Find all hotels by Vail Resorts in Chester, VT from $159

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May 3 - May 4
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May 4 - May 5
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May 3 - May 5

Compare rooms and suites by Vail Resorts in Chester with rates, reviews, and availability. Most hotels are fully refundable.

Exterior
Mount Snow Grand Summit Resort
3.0 star property
8.8 out of 10, Excellent, (119)
"This was such a great find! First time staying at a ski resort and it was perfect! Really enjoyed the ski in / ski out. We had beautiful views from our room complete with balcony overlooking the slopes! Loved the heated outdoor pool and hot tubs. Fire pits outside were also nice to have. Very cozy atmosphere. Everyone was very friendly and helpful at the hotel."
The price is $199
$236 total
includes taxes & fees
May 5 - May 6
Mount Snow Grand Summit Resort
Property entrance
Jackson Gore Village
3.0 star property
8.6 out of 10, Excellent, (619)
"Really loved the whole experience!"
The price is $159
$189 total
includes taxes & fees
May 4 - May 5
Jackson Gore Village
Property grounds
Winterplace at Okemo
4.0 star property
8.6 out of 10, Excellent, (22)
"Beautiful, cozy and clean"
Winterplace at Okemo
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Exterior
Mountain Lodge at Okemo
3.0 star property
8.0 out of 10, Very Good, (187)
"Like: Convenience to lift."
Mountain Lodge at Okemo
Solitude Village Two Bedroom Suite Mountainside | Private kitchen | Fridge, microwave, stovetop, toaster
Solitude Village at Okemo
4.0 star property
8.0 out of 10, Very Good, (23)
"Beautiful Area. "
Solitude Village at Okemo
Snow Vidda 3 Bedroom plus Den | Exterior
Mount Snow Lodging
3.0 star property
7.8 out of 10, Good, (20)
"Great all around place to stay for some much needed R&R"
The price is $269
$320 total
includes taxes & fees
May 5 - May 6
Mount Snow Lodging
Full-size fridge, microwave, oven, stovetop
Okemo Mountain Lodging
3.5 star property
7.4 out of 10, Good, (24)
"Great room, clean, roomy. Just wish the booking explained that pool and jacuzzi were not on site and we'd have to go to another hotel to use it. We ended up not even going to the pool because of this."
Okemo Mountain Lodging
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Vail Resorts Chester Hotel Guide

Some globe-trotters choose hotels based on location, but others book by name. And thanks to Expedia you don’t have to pick. It is why we offer such an expansive range of Vail Resorts hotels in Chester, Vermont. Known for well-appointed rooms and friendly, personalized service, each of the top Vail Resorts Chester hotels guarantees an unparalleled level of comfort and quality.

You’ll find best-in-class amenities like clean rooms and quiet atmospheres, and some Chester Vail Resorts locations may even offer extra little benefits and discounts for frequent travelers.

Recent reviews of Chester hotels
Expedia verified reviews

The Shire Woodstock

The Shire Woodstock

5/5 Excellent
"Outstanding "
A verified traveler stayed at The Shire Woodstock
Posted 11 hours ago
The Shire Woodstock